[15N]-2-aminobiphenyl | 250330-19-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [15N]-2-aminobiphenyl
• 英文别名: 2-phenyl(15N)aniline
• CAS: 250330-19-9
• 化学式: C₁₂H₁₁N
• 分子量: 170.219
• InChiKey: TWBPWBPGNQWFSJ-KCKQSJSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [15N]-2-aminobiphenyl 在 monoacetate 1,1-1,1-ethenediol 、 sodium nitrite 、 sodium azide 作用下， 生成 (15)N-carbazole
  参考文献：
  名称：

  H and ¹⁵N Dynamic Nuclear Polarization Studies of Carbazole

  摘要：

  N-15 NMR experiments, combined with dynamic nuclear polarization (DNP), are reported on carbazole doped with the stable free radical 1,3 bisdiphenylene-2-phenylallyl (BDPA). Doping shortens the nuclear relaxation times and provides paramagnetic centers that can be used to enhance the nuclear signal by means of DNP so that N-15 NMR experiments can be done in minutes. The factors were measured in a 1.4 T external field, using both unlabeled and 98% N-15 labeled carbazole with doping levels varying between 0.65 and 5.0 wt % BDPA. A doping level of approximately 1 wt % produced optimal results. DNP enhancement factors of 35 and 930 were obtained for H-1 and N-15, respectively making it possible to perform N-15 DNP NMR experiments at the natural abundance level.

  DOI：

  10.1021/jp9938011
• 作为产物：
  描述：

  [15N]-(tert-butoxycarbonyl)-2-phenylaniline 在 盐酸 作用下， 生成 [15N]-2-aminobiphenyl
  参考文献：
  名称：

  H and ¹⁵N Dynamic Nuclear Polarization Studies of Carbazole

  摘要：

  N-15 NMR experiments, combined with dynamic nuclear polarization (DNP), are reported on carbazole doped with the stable free radical 1,3 bisdiphenylene-2-phenylallyl (BDPA). Doping shortens the nuclear relaxation times and provides paramagnetic centers that can be used to enhance the nuclear signal by means of DNP so that N-15 NMR experiments can be done in minutes. The factors were measured in a 1.4 T external field, using both unlabeled and 98% N-15 labeled carbazole with doping levels varying between 0.65 and 5.0 wt % BDPA. A doping level of approximately 1 wt % produced optimal results. DNP enhancement factors of 35 and 930 were obtained for H-1 and N-15, respectively making it possible to perform N-15 DNP NMR experiments at the natural abundance level.

  DOI：

  10.1021/jp9938011

文献信息

• The Triple-Bond Metathesis of Aryldiazonium Salts: A Prospect for Dinitrogen Cleavage
  作者：Aaron D. Lackner、Alois Fürstner

  DOI：10.1002/anie.201506546

  日期：2015.10.19

  The N2} unit of aryldiazonium salts undergoes unusually facile triple‐bond metathesis on treatment with molybdenum or tungsten alkylidyne ate complexes endowed with triphenylsilanolate ligands. The reaction transforms the alkylidyne unit into a nitrile and the aryldiazonium entity into an imido ligand on the metal center, as unambiguously confirmed by X‐ray structure analysis of two representative

  芳基重氮盐的N 2 }单元在使用具有三苯基硅烷醇酸酯配体的钼或亚烷基钨酸配合物处理时，会异常容易地进行三键易位。通过两个代表性实例的X射线结构分析明确证实，该反应将亚烷基单元转化为腈，而芳基重氮实体转化为金属中心的亚氨基配体。氮化钨配合物显示出类似的反应。由于芳基重氮盐的键合情况与带有末端氮的金属络合物的键合情况相似，其中N 2}→Mσ捐赠是主要的，而电子背捐赠最小，本文所述的复分解被认为是在没有任何氧化还原步骤的情况下朝着二氮裂解的概念上新颖的策略，因此与所建立的方法正交。
• An Efficient Synthesis of [¹⁵N]-Carbazole from [¹⁵N]-Aniline
  作者：Matt A. Peterson、Bradley L. Nilsson

  DOI：10.1080/00397919908086022

  日期：1999.11

  A reaction sequence involving ortho-lithiation of [N-15]-(tert-Butoxycarbonyl)aniline, quenching with Bu3SnCl, palladium catalyzed coupling with bromobenzene, and deprotection provides efficient access to [N-15]-2-aminobiphenyl (4). Compound 4 is converted to [N-15]-carbazole via diazotization, treatment with NaN3, and heating to promote intramolecular nitrene insertion.
• H and ¹⁵N Dynamic Nuclear Polarization Studies of Carbazole
  作者：Jian Z. Hu、Mark S. Solum、Robert A. Wind、Brad L. Nilsson、Matt A. Peterson、Ronald J. Pugmire、David M. Grant

  DOI：10.1021/jp9938011

  日期：2000.5.1

  N-15 NMR experiments, combined with dynamic nuclear polarization (DNP), are reported on carbazole doped with the stable free radical 1,3 bisdiphenylene-2-phenylallyl (BDPA). Doping shortens the nuclear relaxation times and provides paramagnetic centers that can be used to enhance the nuclear signal by means of DNP so that N-15 NMR experiments can be done in minutes. The factors were measured in a 1.4 T external field, using both unlabeled and 98% N-15 labeled carbazole with doping levels varying between 0.65 and 5.0 wt % BDPA. A doping level of approximately 1 wt % produced optimal results. DNP enhancement factors of 35 and 930 were obtained for H-1 and N-15, respectively making it possible to perform N-15 DNP NMR experiments at the natural abundance level.